data_AA2
# 
_chem_comp.id                                    AA2 
_chem_comp.name                                  "4-ARYL-2-PHENYLAMINO PYRIMIDINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H30 Cl N5 O" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         4-[4-(1-AMINO-1-METHYLETHYL)PHENYL]-5-CHLORO-N-[4-(2-MORPHOLIN-4-YLETHYL)PHENYL]PYRIMIDIN-2-AMINE 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-03-24 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        451.992 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AA2 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1OEC 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
AA2 N1   N1   N  0 1 Y N N -16.043 67.596 0.007  1.246  -0.262 0.360   N1   AA2 1  
AA2 C2   C2   C  0 1 Y N N -14.906 68.157 0.498  -0.026 -0.397 0.701   C2   AA2 2  
AA2 N3   N3   N  0 1 Y N N -13.788 67.375 0.648  -0.421 -0.320 1.962   N3   AA2 3  
AA2 C4   C4   C  0 1 Y N N -13.792 66.037 0.307  0.458  -0.102 2.936   C4   AA2 4  
AA2 C5   C5   C  0 1 Y N N -14.995 65.457 -0.218 1.809  0.049  2.607   C5   AA2 5  
AA2 C6   C6   C  0 1 Y N N -16.112 66.290 -0.346 2.177  -0.043 1.275   C6   AA2 6  
AA2 C7   C7   C  0 1 Y N N -12.527 65.262 0.522  0.013  -0.015 4.348   C7   AA2 7  
AA2 C8   C8   C  0 1 Y N N -11.284 65.907 0.416  -1.170 0.645  4.668   C8   AA2 8  
AA2 C9   C9   C  0 1 Y N N -10.092 65.181 0.627  -1.580 0.722  5.984   C9   AA2 9  
AA2 C10  C10  C  0 1 Y N N -10.116 63.803 0.949  -0.818 0.145  6.984   C10  AA2 10 
AA2 C11  C11  C  0 1 Y N N -11.374 63.168 1.052  0.360  -0.507 6.672   C11  AA2 11 
AA2 C12  C12  C  0 1 Y N N -12.560 63.888 0.843  0.777  -0.595 5.359   C12  AA2 12 
AA2 C13  C13  C  0 1 Y N N -13.918 70.278 1.308  -0.591 -0.594 -1.634  C13  AA2 13 
AA2 C14  C14  C  0 1 Y N N -14.123 71.673 1.450  -1.213 -1.432 -2.550  C14  AA2 14 
AA2 C15  C15  C  0 1 Y N N -13.105 72.509 1.945  -0.838 -1.400 -3.879  C15  AA2 15 
AA2 C16  C16  C  0 1 Y N N -11.863 71.968 2.309  0.156  -0.535 -4.297  C16  AA2 16 
AA2 C17  C17  C  0 1 Y N N -11.666 70.592 2.170  0.777  0.300  -3.387  C17  AA2 17 
AA2 C18  C18  C  0 1 Y N N -12.678 69.751 1.676  0.402  0.277  -2.058  C18  AA2 18 
AA2 N19  N19  N  0 1 N N N -14.944 69.503 0.818  -0.969 -0.624 -0.288  N19  AA2 19 
AA2 CL20 CL20 CL 0 0 N N N -15.130 63.775 -0.696 2.997  0.335  3.840   CL20 AA2 20 
AA2 C21  C21  C  0 1 N N N -8.762  63.056 1.167  -1.271 0.233  8.418   C21  AA2 21 
AA2 C22  C22  C  0 1 N N N -7.555  63.992 1.500  -0.049 0.236  9.339   C22  AA2 22 
AA2 C23  C23  C  0 1 N N N -8.950  62.024 2.312  -2.155 -0.970 8.749   C23  AA2 23 
AA2 N24  N24  N  0 1 N N N -8.465  62.315 -0.083 -2.036 1.471  8.615   N24  AA2 24 
AA2 C25  C25  C  0 1 N N N -10.729 72.859 2.854  0.563  -0.503 -5.748  C25  AA2 25 
AA2 C26  C26  C  0 1 N N N -9.603  72.959 1.779  -0.290 0.523  -6.494  C26  AA2 26 
AA2 N27  N27  N  0 1 N N N -8.444  73.800 2.216  0.106  0.554  -7.908  N27  AA2 27 
AA2 C28  C28  C  0 1 N N N -8.818  74.945 3.102  -0.746 1.554  -8.564  C28  AA2 28 
AA2 C29  C29  C  0 1 N N N -7.557  75.758 3.514  -0.507 1.518  -10.074 C29  AA2 29 
AA2 O30  O30  O  0 1 N N N -6.866  76.246 2.349  -0.887 0.243  -10.592 O30  AA2 30 
AA2 C31  C31  C  0 1 N N N -6.444  75.174 1.483  -0.031 -0.727 -9.991  C31  AA2 31 
AA2 C32  C32  C  0 1 N N N -7.662  74.309 1.034  -0.257 -0.748 -8.478  C32  AA2 32 
AA2 H6   H6   H  0 1 N N N -17.022 65.895 -0.723 3.212  0.064  0.986   H6   AA2 33 
AA2 H8   H8   H  0 1 N N N -11.241 66.940 0.177  -1.767 1.096  3.889   H8   AA2 34 
AA2 H9   H9   H  0 1 N N N -9.158  65.679 0.542  -2.498 1.234  6.234   H9   AA2 35 
AA2 H11  H11  H  0 1 N N N -11.422 62.135 1.290  0.951  -0.956 7.456   H11  AA2 36 
AA2 H12  H12  H  0 1 N N N -13.495 63.393 0.928  1.695  -1.109 5.116   H12  AA2 37 
AA2 H14  H14  H  0 1 N N N -15.059 72.094 1.179  -1.990 -2.109 -2.224  H14  AA2 38 
AA2 H15  H15  H  0 1 N N N -13.277 73.552 2.043  -1.321 -2.052 -4.592  H15  AA2 39 
AA2 H17  H17  H  0 1 N N N -10.730 70.172 2.444  1.553  0.975  -3.717  H17  AA2 40 
AA2 H18  H18  H  0 1 N N N -12.499 68.709 1.582  0.887  0.930  -1.348  H18  AA2 41 
AA2 H19  H19  H  0 1 N N N -15.814 69.964 0.677  -1.892 -0.804 -0.047  H19  AA2 42 
AA2 H221 1H22 H  0 0 N N N -6.673  63.381 1.743  -0.376 0.299  10.377  H221 AA2 43 
AA2 H222 2H22 H  0 0 N N N -7.332  64.627 0.630  0.518  -0.682 9.193   H222 AA2 44 
AA2 H223 3H22 H  0 0 N N N -7.810  64.627 2.362  0.580  1.094  9.104   H223 AA2 45 
AA2 H231 1H23 H  0 0 N N N -10.024 61.864 2.490  -1.587 -1.889 8.602   H231 AA2 46 
AA2 H232 2H23 H  0 0 N N N -8.480  61.071 2.028  -2.482 -0.907 9.786   H232 AA2 47 
AA2 H233 3H23 H  0 0 N N N -8.480  62.406 3.230  -3.025 -0.973 8.093   H233 AA2 48 
AA2 H241 1H24 H  0 0 N N N -9.347  62.044 -0.540 -1.416 2.234  8.387   H241 AA2 49 
AA2 H242 2H24 H  0 0 N N N -7.920  62.917 -0.717 -2.767 1.474  7.920   H242 AA2 50 
AA2 H251 1H25 H  0 0 N N N -11.121 73.863 3.072  1.614  -0.225 -5.824  H251 AA2 51 
AA2 H252 2H25 H  0 0 N N N -10.324 72.422 3.778  0.415  -1.488 -6.189  H252 AA2 52 
AA2 H261 1H26 H  0 0 N N N -9.237  71.945 1.561  -1.341 0.245  -6.418  H261 AA2 53 
AA2 H262 2H26 H  0 0 N N N -10.040 73.440 0.891  -0.141 1.509  -6.053  H262 AA2 54 
AA2 H281 1H28 H  0 0 N N N -9.513  75.606 2.564  -1.792 1.331  -8.357  H281 AA2 55 
AA2 H282 2H28 H  0 0 N N N -9.294  74.548 4.010  -0.503 2.546  -8.182  H282 AA2 56 
AA2 H291 1H29 H  0 0 N N N -7.864  76.612 4.136  -1.102 2.296  -10.554 H291 AA2 57 
AA2 H292 2H29 H  0 0 N N N -6.880  75.100 4.079  0.548  1.693  -10.279 H292 AA2 58 
AA2 H311 1H31 H  0 0 N N N -5.728  74.536 2.022  -0.251 -1.711 -10.404 H311 AA2 59 
AA2 H312 2H31 H  0 0 N N N -5.973  75.609 0.589  1.008  -0.472 -10.198 H312 AA2 60 
AA2 H321 1H32 H  0 0 N N N -7.295  73.451 0.452  0.360  -1.526 -8.030  H321 AA2 61 
AA2 H322 2H32 H  0 0 N N N -8.327  74.940 0.426  -1.307 -0.955 -8.271  H322 AA2 62 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
AA2 N1  C2   DOUB Y N 1  
AA2 N1  C6   SING Y N 2  
AA2 C2  N3   SING Y N 3  
AA2 C2  N19  SING N N 4  
AA2 N3  C4   DOUB Y N 5  
AA2 C4  C5   SING Y N 6  
AA2 C4  C7   SING N N 7  
AA2 C5  C6   DOUB Y N 8  
AA2 C5  CL20 SING N N 9  
AA2 C6  H6   SING N N 10 
AA2 C7  C8   DOUB Y N 11 
AA2 C7  C12  SING Y N 12 
AA2 C8  C9   SING Y N 13 
AA2 C8  H8   SING N N 14 
AA2 C9  C10  DOUB Y N 15 
AA2 C9  H9   SING N N 16 
AA2 C10 C11  SING Y N 17 
AA2 C10 C21  SING N N 18 
AA2 C11 C12  DOUB Y N 19 
AA2 C11 H11  SING N N 20 
AA2 C12 H12  SING N N 21 
AA2 C13 C14  DOUB Y N 22 
AA2 C13 C18  SING Y N 23 
AA2 C13 N19  SING N N 24 
AA2 C14 C15  SING Y N 25 
AA2 C14 H14  SING N N 26 
AA2 C15 C16  DOUB Y N 27 
AA2 C15 H15  SING N N 28 
AA2 C16 C17  SING Y N 29 
AA2 C16 C25  SING N N 30 
AA2 C17 C18  DOUB Y N 31 
AA2 C17 H17  SING N N 32 
AA2 C18 H18  SING N N 33 
AA2 N19 H19  SING N N 34 
AA2 C21 C22  SING N N 35 
AA2 C21 C23  SING N N 36 
AA2 C21 N24  SING N N 37 
AA2 C22 H221 SING N N 38 
AA2 C22 H222 SING N N 39 
AA2 C22 H223 SING N N 40 
AA2 C23 H231 SING N N 41 
AA2 C23 H232 SING N N 42 
AA2 C23 H233 SING N N 43 
AA2 N24 H241 SING N N 44 
AA2 N24 H242 SING N N 45 
AA2 C25 C26  SING N N 46 
AA2 C25 H251 SING N N 47 
AA2 C25 H252 SING N N 48 
AA2 C26 N27  SING N N 49 
AA2 C26 H261 SING N N 50 
AA2 C26 H262 SING N N 51 
AA2 N27 C28  SING N N 52 
AA2 N27 C32  SING N N 53 
AA2 C28 C29  SING N N 54 
AA2 C28 H281 SING N N 55 
AA2 C28 H282 SING N N 56 
AA2 C29 O30  SING N N 57 
AA2 C29 H291 SING N N 58 
AA2 C29 H292 SING N N 59 
AA2 O30 C31  SING N N 60 
AA2 C31 C32  SING N N 61 
AA2 C31 H311 SING N N 62 
AA2 C31 H312 SING N N 63 
AA2 C32 H321 SING N N 64 
AA2 C32 H322 SING N N 65 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
AA2 SMILES           ACDLabs              10.04 Clc1c(nc(nc1)Nc2ccc(cc2)CCN3CCOCC3)c4ccc(cc4)C(N)(C)C                                                                                                                  
AA2 InChI            InChI                1.02b InChI=1/C25H30ClN5O/c1-25(2,27)20-7-5-19(6-8-20)23-22(26)17-28-24(30-23)29-21-9-3-18(4-10-21)11-12-31-13-15-32-16-14-31/h3-10,17H,11-16,27H2,1-2H3,(H,28,29,30)/f/h29H 
AA2 InChIKey         InChI                1.02b CJSSYVIHFXDFFC-PKRZOPRNCB                                                                                                                                              
AA2 SMILES_CANONICAL CACTVS               3.341 CC(C)(N)c1ccc(cc1)c2nc(Nc3ccc(CCN4CCOCC4)cc3)ncc2Cl                                                                                                                    
AA2 SMILES           CACTVS               3.341 CC(C)(N)c1ccc(cc1)c2nc(Nc3ccc(CCN4CCOCC4)cc3)ncc2Cl                                                                                                                    
AA2 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(c1ccc(cc1)c2c(cnc(n2)Nc3ccc(cc3)CCN4CCOCC4)Cl)N                                                                                                                  
AA2 SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(c1ccc(cc1)c2c(cnc(n2)Nc3ccc(cc3)CCN4CCOCC4)Cl)N                                                                                                                  
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
AA2 "SYSTEMATIC NAME" ACDLabs              10.04 4-[4-(1-amino-1-methylethyl)phenyl]-5-chloro-N-[4-(2-morpholin-4-ylethyl)phenyl]pyrimidin-2-amine 
AA2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 4-[4-(2-aminopropan-2-yl)phenyl]-5-chloro-N-[4-(2-morpholin-4-ylethyl)phenyl]pyrimidin-2-amine    
# 
